Dyes containing sulfur and process of making them.



'onrrnn snares PATENT oFFIoE.

HUGO WOLFE, F MANNHEIM, GERMANY, ASSIGNOR TO' BADISCHE ANILIN & SODA-FABRIK, OF LUDWIGSHAFEN-ON-THE-RHINE, GERMANY, A CORPORATION.

DYES CONTAINING SULFUR AND PROCESS OF MAKING UIHEM.

1,061,714 Specification of Letters Patent. Patented May 13, 1 913. NoDrawing. Application filed February 5, 1912. Serial No. 675,593.

To allwhom-it mag concern: :i tion in sulfuric acid solution withvarying Beit known that I, I'luoo l/VOLFI", subquantities of nitricacid, can be employed. ject of the Grand Duke of Baden, residing Example2: Heat; together, for from2 to 3 at Mannheim, Germany, have inventednew hours, at from 230 to 240 C., 5 parts of 5 and useful Improvementsin Dyes Contain- 4.5-dinitrti-phenanthraquinone, (3 parts of .ing Sulfurand Processes of linking Them, sodium sulfid (containing 00% of pure ofwhich the following is a specification. l\'a. ,S), and t parts ofsulfur. On griml- I have discovered that I can obtain coloring the melt.when col d, a dark powder is obing matters containing sulfur by heatinga tained which is easily soluble in sodium sul- G01iitro-phenanthraquinone compound with lid solution and in alkalinehydrosulfitc, and

sulfur and alkaline sulfid, either in the which dyes cotton khakishades. presence of adiluting' agent, or not. Example 3: Heat together,for about 12 My new coloring matters consist, when hours, at 200 (1.,- 5parts of dinitro-dihromdry, of dark powders which are insolublephenanthraquii'ione (obtained by nitrating 65 in dilute acids andalkalis, but. which are dibrom-phenanthraquinonc of melting pointsoluble in sodium sulfid solution and also 284 C. in the presence ofsulfuric acid), 4t in alkaline hydrosulfite solution, and dye parts ofsulfur, 15 parts of crystallized vegetable tiber from these solutionsvery sodium sulfid and parts of water, and fast yellow to brown shades,which shades, then work up theproduct as described in 20 upon treatmentwith nitrous acid and betathe foregoing Example 1. The coloringnaphthol. remain unchanged. matter thus obtained dyes cotton, from so-The following examples will serve to illusdium sullid bath, or from ahydrosulfite vat, trate further the nature of my invention, very fastbrown shades. which, however, is not confined to these ex- Now what, Iclaim is:-

'25 amples. The parts are by weight. 1. The process of producingcoloring mat Example 1: Heat together, in an autoters containing sulfurby heating a "nitroclave, at from 180 to 220 (3., 100 parts ofphenanthratplinone compound with sulfur 2.7-dinitro-phenanthraquinonc(sec Lcric/ltc, and alkaline sultid.

30, page 3739), 100 parts of sulfur, 300 parts 2. The process ofproducing coloring mat- 30 of crystallized sodium sulfid and 500 partsters containing sulfur by heating a nitroof water. lVhcn the reaction iscomplete, phenanthraquinone compound with sulfur which is the case afterabout from, S to it) and alkaline sultid in the presence of a hours,dilute the melt with water, erm it diluting agent.

somewhat, filter and dry. A black powder 3. The process for producingcoloring 35 is obtained which insoluble in wall and matter containingsulfur by heating 2.7-

in dilute acids and alkalis, but it is easily dinitro-plicnanthraquinonewith alkaline soluble (the solution being yellowish brown) polysultid.

in sodium sulfid solution and dyes cotton, t. The new coloringmatterswhich can from the solution or from a hydrosulfitc vat, be obtained byheating a nitro-phenanthra- 40 very fast. khaki shades. In this example,quinonecompound with sulfur and alkaline the quantities of sulfur and ofsodium sullid, sulfid, which coloring matters are insoluble and also thetemperature and time, can be in dilute acids and alkalis. butwhich arevaried considerably, and instead of the 2.7- soluble in sodium sultidsolution and also dinitro-phenanthraquinone, other nitro-phein alkalinehydrosulfite solution and dye 45 nanthraquinones, such for example asthe cotton fromthese solutions very fast brownho-dinitro-phenanthraquinone (see Bcr-ic/tfc, shades, which shades, upontreatment with 36, page 3745), or mixtures of nitro-phenain nitrous acidand bota-naphthol, remain tut thraquinones, can be employed. Either thechanged. pure re-eryst allized nitro-phenanthraqui- The new coloringmatter which can 50 nones, or .thecrude products of nitration, beobtained by heating 2.7-dinitro-phenansuch for exampleas are obtained byiz'trathraquinone with alkaline pplysulfid, which In testimony whereof Ihave hereunto set my hand in the presence of two subscribing coloringmatter is insoluble in dilute acids and alka'lis, but Which is solublein sodium sulfid solution and also in alkaline hydro- Witnesses.

sulfite solution, and dyes cotton from-these I HUGO WOLFF. solutionsvery fast khaki shades, Which Witnesses: shades, upon theatment withnitrous acid J. ALEC. LLOYD,

and beta-naphthol, remain unchanged. A. O. TITTMAN.

Gopieg of this patent may be obtained for five cents each, by addressingthe Commissioner of Patents.

, Washington, D. G.

